Haunted Evening Chicago Gangster Pub Tour

Tours begin at haunted Harry Caray’s Italian Steakhouse in downtown Chicago's historic River North area. Guests will meet their guide, who will be wearing either a Roaring 20s Flapper or Gangster costume, and check-in. Then you will be lead on a journey through alleys, basements, around buildings, and show you what it was like to be a Chicago mobster during prohibition. Our stories on this tour explore some of the most famous prohibition era gangster hangouts and establishments. We'll visit three-four different bars where guests can grab a delicious “spirit” (at own expense) and listen to tales of gangsters past and things that go bump in the night. 21+ only. The walking tour covers approximately 1-1.5 miles and ends at The Boss Bar.